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4805 Ocean Boulevard, Sarasota
$1,199,000
Twitchell Ralph S Siesta Key SubDv. ⋅ 34242 Zip Code
LOCATION, LIFESTYLE, AND EXCEPTIONAL POTENTIAL! Discover an opportunity to create your dream home on the highly desirable north end of Siesta Key. Situated along Ocean Boulevard, this approximately 0.36-acre corner parcel offers an exceptional setting for a custom coastal residence in one of Sarasota's most sought-after island communities. With the previous residence demolished, the property presents a fresh canvas to bring your architectural vision to life. Imagine a thoughtfully designed island retreat with expansive indoor-outdoor living spaces, a private pool, lush tropical landscaping, and the comforts of modern coastal living, subject to applicable building requirements and approvals. Here, the true value lies in the land, location, and lifestyle. Enjoy convenient proximity to the vibrant Siesta Key Village, known for its eclectic collection of restaurants, charming boutiques, outdoor cafés, nightlife, and entertainment. The world-renowned white quartz sand beaches of Siesta Key are also nearby, with public Beach Access #2 located near Avenida Messina and Beach Road. Spend your days enjoying the Gulf Coast, exploring the Village, or simply embracing the relaxed elegance of island living. Whether you envision a private coastal sanctuary or your next custom home project, this property offers a compelling opportunity to create something extraordinary in an established Siesta Key location. Bring your vision and discover the possibilities at 4805 Ocean Boulevard. Buyer to independently verify lot dimensions, boundaries, setbacks, easements, flood elevation requirements, utilities, and development feasibility. Property is being sold AS IS, WHERE IS. Sale is subject to court approval due to guardianship.

4805 Ocean Boulevard, Sarasota

4196 Roberts Point Circle, Sarasota
$10,890,000
Roberts Point SubDv. ⋅ 34242 Zip Code
An extraordinary land opportunity without compare on the Gulf Coast to create a legacy waterfront estate, multi-residence compound or two distinctive estate homes on 1.34 acres along Sarasota Bay. Located at 4196 Roberts Point Circle, this expansive Siesta Key property offers over 400 feet of waterfront, remarkable privacy, and sweeping views across the bay in a setting rarely available at this scale. The size and configuration of the property present compelling possibilities for its next chapter. Envision a singular custom waterfront estate surrounded by lush grounds or explore the potential to divide the property and create multiple residences—an exceptional opportunity for a private family compound where generations can live independently while sharing one extraordinary waterfront setting. Any subdivision or redevelopment would be subject to applicable zoning, permitting, and governmental approvals. The property currently contains approximately 8,500 square-foot of living space among two structures, allowing a future owner to consider incorporating existing improvements into a new vision or pursuing a more comprehensive redevelopment of the site. Mature tropical vegetation surrounds the property, creating a natural sense of seclusion, while the expansive shoreline opens to panoramic water views. Multiple existing dockage options provide direct access to the surrounding waterways, further enhancing the property’s connection to Sarasota’s coveted coastal lifestyle. The 1.34-acre site offers substantial space to thoughtfully orient residences and outdoor living areas around the water, with possibilities for resort-style amenities, gardens and gathering spaces that take full advantage of the property’s scale and setting. Whether preserved as one expansive homesite or reimagined for multiple residences, the property represents an increasingly rare opportunity to create something entirely personal on the water. Its location on the coveted north end of Siesta Key makes the opportunity even more exceptional. Known for its privacy, established residential character and sense of seclusion, this quieter end of the island offers a distinctly different experience while keeping Siesta Key Village, mainland Sarasota, and the island’s celebrated beaches within easy reach. Siesta Beach is renowned for its powdery white quartz sand and has previously earned Tripadvisor’s distinction as the No. 1 beach in the United States. Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural destinations are just minutes away, as is Sarasota-Bradenton International Airport. It is a rare convergence of significant acreage, waterfront, privacy, and the unmistakable lifestyle of Siesta Key.

4196 Roberts Point Circle, Sarasota

609 Norsota Way, Sarasota
$8,500,000
Bay Island SubDv. ⋅ 34242 Zip Code
An extraordinary opportunity to create a custom waterfront estate on coveted Norsota Way, where spectacular panoramic views stretch across Sarasota Bay to the downtown skyline and Ringling Bridge. Positioned on an exceptional 0.57-acre homesite in the prestigious Bay Island neighborhood of Siesta Key, this rare property offers an impressive 370 feet of combined water frontage, including approximately 168 feet directly on Sarasota Bay and 202 feet along the protected yacht basin. With expansive open-water views, a generous homesite, and exceptional boating access, this is a remarkable setting for a one-of-a-kind Sarasota waterfront residence. The property's distinctive configuration offers the best of both worlds: sweeping, unobstructed views across the open bay and the convenience of protected water frontage along the adjoining yacht basin. Boating enthusiasts will appreciate direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with multiple waterways and destinations within easy reach. The extensive water frontage creates exceptional possibilities for designing a residence that embraces Sarasota's boating lifestyle. Spanning approximately 25,040 square feet, the cleared homesite provides an expansive canvas for a thoughtfully designed custom estate. Its generous dimensions and remarkable waterfront setting offer opportunities to incorporate substantial indoor and outdoor living spaces, expansive terraces, a resort-style pool, and beautifully landscaped grounds. Imagine walls of glass framing panoramic bay views, generous entertaining areas overlooking the water, and a private outdoor retreat designed around Sarasota's spectacular coastal scenery. The property's concrete seawall, irrigation well, and available public utilities add to its appeal as a premier waterfront building opportunity. Located on coveted Norsota Way within the established Bay Island neighborhood, the property is just moments from the mainland and the beaches of Siesta Key. This distinctive waterfront enclave is known for its beautiful homes, mature landscaping, and convenient access to Sarasota's finest amenities. Enjoy nearby Southside Village, with its popular restaurants, boutiques, and neighborhood charm, as well as convenient access to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and Downtown Sarasota's vibrant dining, shopping, theaters, galleries, and cultural attractions. The world-renowned white sands of Siesta Key Beach, Siesta Key Village, and Sarasota's picturesque bayfront are also just a short drive away.

609 Norsota Way, Sarasota

894 Freeling Drive, Sarasota
$3,695,000
Bay Island Shores SubDv. ⋅ 34242 Zip Code
Zoning confirmation letter in from City of Sarasota. Ready for permitting and your custom dream home. This waterfront gem fronts Roberts Bay, facing Edwards Island, and offers unobstructed 180-degree views of dolphins, various bird species, and manatees. It's a perfect canvas for creating your customized residence. Located on the prized northern tip of Siesta Key, nestled on the Freeling Drive peninsula, this exquisite parcel blends sophistication with coastal living. Bay Island is renowned for its admired homes and architectural beauty, redefining island luxury along one of the area’s most pristine waterways. The oversized homesite is just under 15,000 square feet and features an impressive 155 feet of brand-new two-foot-elevated seawall, offering stunning panoramas. This location is ideal for boating and fishing enthusiasts, or for simply enjoying breathtaking sunrises and sunsets in unmatched natural beauty. Access on and off the island is easy, with Siesta Key Village's vibrant shops and restaurants, as well as the world-renowned Siesta Key Beach, just minutes away. Downtown Sarasota, with its galleries, theater, and fine dining, is also a short drive. Opportunities like this are rare, making this property a true gem for anyone seeking the ultimate waterfront address where privilege and prestige are embedded in an affluent lifestyle. I highly recommend experiencing the magic of this property for yourself. Choose any architect or builder to make your dreams come true. Owner will consider financing.

894 Freeling Drive, Sarasota

Midnight Pass Road, Sarasota
$1,200,000
34242 Zip Code
PRICED FOR A QUICK SALE This rare and coveted 1-acre flag lot extends down to the Little Sarasota Bay Waterfront in one of the most desirable locales on the sandy barrier island of Siesta Key, across the street from the prestigious Sanderling Club. Imagine a canopied driveway leading to your secluded dream home, with immediate access to all that Siesta Key and the emerald green waters of the Gulf of America and the Intercoastal Waterway have to offer. You will enjoy your personal gateway to endless aquatic adventures, including boating, fishing, kayaking, paddleboarding, and shelling, or just relaxing on the beach. Stroll to your private dock extending approximately 235 feet into the bay waters, capable of docking a boat, jet skis, and kayaks. Walk or cycle 0.3 miles to the limited access Point of Rocks beach, a unique snorkeling and scuba diving spot, at the southern end of the world-renowned Siesta Key Beach, famous for its powdery white sands and calm, crystal clear waters. The Key’s South Village, adjacent to the island’s south bridge to the mainland, is a mere 1/2 mile from your front door. In addition to Siesta Key’s Best Beach Bars, South Village has a shopping area, grocery store, restaurants, fish market, and beach rentals, as well as a Marina, where your recreational boating needs abound. You won’t want to leave your new digs, but there is a lot more to this area. A tropical paradise married to a clean, vibrant city with a historic downtown is a rare combination, but it’s yours, only 7 miles up the coast in Sarasota, making it the epitome of Florida’s Sun Coast Living! In addition to its charming feel, Sarasota boasts a world-class Arts and Entertainment scene, with an array of upscale shops, gourmet restaurants, and vibrant nightlife venues to lure you out of your beach home for a “night on the town.” Indulge in a performance of a classic opera at the internationally acclaimed Sarasota Opera House, or catch a live blues show in a waterfront bar. Come claim your piece of Paradise! DRONE VIDEO ATTACHED TO THE LISTING! ***Also being offered as a Land Home Package! (See Photo #26) Call for additional information.

Midnight Pass Road, Sarasota

5323 Calle Florida, Sarasota
$1,700,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on prestigious Palm Island—a peaceful, golf-cart-friendly sanctuary surrounded by deep-water canals, mature tropical canopies, and magnificent luxury residences. Combining Lot A (8,619 sq. ft.) and Lot B (6,017 sq. ft.), this rare joint offering creates an expansive 14,636-square-foot multi-parcel footprint, giving you the ultimate canvas to design a high-end, weather-resilient coastal estate. Are you looking for that legacy estate with a guest house where your family and friends gather for the holidays, one that will be passed down from generation to generation? Or perhaps these two parcels give the ultimate privacy you've been looking for? Or maybe you're a builder who could leverage the efficiency and convenience of building on side-by-side lots at the same time? Imagine never again having to time your beach visits around traffic, hunt for open spots, or compromise on your day because of a full parking lot. Instead, your coastal routine begins with the simple pleasure of stepping out your front door and taking a brief, effortless stroll down quiet, canopy-shaded streets. Within minutes, your toes sink into the pristine, powder-white quartz sands of Siesta Key Beach—consistently recognized among the top-ranked beaches in the world and repeatedly named the #1 beach in the United States. Whether you want to enjoy an early morning walk, take a spontaneous afternoon dip, or walk down to the water for an impromptu sunset cocktail, one of the globe's premier coastal treasures serves as a natural extension of your own backyard, completely free from the hassle of driving. Situated in the heart of Siesta Key, this prime parcel at 5323 Calle Florida offers an unbeatable location just 0.7 miles—a pleasant 15-minute stroll—from the vibrant dining, shopping, and nightlife of Siesta Key Village. Daily convenience and effortless island living are unmatched, with Sarasota Memorial Hospital just 5.6 miles away and Downtown Sarasota only 6.5 miles from your doorstep. Endless entertainment, boutique shopping, and world-class travel are all within easy reach, including St. Armands Circle (8 miles) and Sarasota-Bradenton International Airport (11.5 miles). Boating and water enthusiasts will love the proximity to nearby nautical hubs, with full-service facilities like Safe Harbor Siesta Key just 2.5 miles south, the free county-operated Turtle Beach Public Boat Ramp 5 miles down the key, and the iconic Marina Jack in downtown Sarasota under 7 miles away, making this property an extraordinary canvas for your dream coastal home or investment.

5323 Calle Florida, Sarasota

6937 Midnight Pass Road, Sarasota
$1,675,000
Princes Gate SubDv. ⋅ 34242 Zip Code
RARE SIESTA KEY WATERFRONT OPPORTUNITY — BUILD YOUR DREAM HOME ON A PRIVATE STREET AND A SHORT WALK TO THE BEACH. This exceptional property is a .41-acre waterfront lot with rare deep water frontage with quick access to the Intercoastal Waterway and no bridges. Offering approximately 240 feet of sailboat-capable concrete seawall, potentially two private boat docks and direct access to the Intracoastal Waterway, this is a remarkable opportunity for the boating enthusiast looking to create a custom luxury residence on Siesta Key. Custom luxury home rendering and plans are available, providing a vision for what can be created on this unique homesite. The plans can be imagined to the buyer's preferences with an in-house architect and designer, offering the opportunity to tailor the residence, finishes, layout, and waterfront lifestyle to suit your individual vision. The location is equally impressive. Leave the boat at your backyard dock and walk, golf cart or take the Trolley to Siesta Key Beach or one of the many outstanding hotspots. Enjoy the rare combination of boating from your backyard and walking to the beach, while remaining close to Siesta Key's restaurants, shopping, entertainment, and island lifestyle. Stickney Point Road is approximately a half-mile away, providing convenient access to the mainland. The property currently features a nearly 3,000-square-foot, 4-bedroom, 3-bath pool home, allowing a buyer the flexibility to renovate, enjoy the existing residence, or start fresh with a new luxury waterfront home. The existing home features spacious indoor-outdoor living areas, an expansive kitchen, family room with fireplace, screened paver lanai, pool, tropical waterfront views, and a new roof completed in April 2024. Properties offering this combination of an oversized .41-acre lot, roughly 240 feet of seawall, sailboat-capable water, direct Intracoastal access, and walkability to Siesta Key Beach are increasingly difficult to find. The opportunity here is the land, the water, and the lifestyle—bring your boat and your vision and create an extraordinary Siesta Key waterfront estate. Visit the website for more information or to book your private showing.

6937 Midnight Pass Road, Sarasota

4114 Roberts Point Circle, Sarasota
$995,000
Roberts Point SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Reduced $155,000! This is the lowest-priced waterfront property on Siesta Key. Create a custom waterfront residence in one of North Siesta Key’s most desirable neighborhoods. Surrounded by substantial luxury homes, this property offers a peaceful bayou setting with direct water access to Sarasota Bay for fishing, kayaking, and paddleboarding, making it easy to enjoy Siesta Key’s natural surroundings, including dolphins and manatees from your own backyard. The site is enhanced by mature tropical landscaping and tranquil water views, providing an inviting natural backdrop for a thoughtfully designed new home. Multiple outdoor living areas, terraces and elevated gathering spaces could be incorporated to take full advantage of the waterfront setting and relaxed Siesta Key lifestyle. An existing residence currently occupies the property, offering flexibility for use, rental or renovation while future building plans are developed. The home includes a roof completed in August 2023, hurricane shutters and completed storm remediation; however, the property’s compelling value lies in its land, location and potential to build new within a neighborhood known for impressive coastal residences. Conveniently positioned on North Siesta Key, the property provides easy access to Siesta Beach, Siesta Village, downtown Sarasota, shopping, dining and entertainment. Whether envisioned as a full-time residence or private island retreat, this is a rare opportunity to design a home tailored to your lifestyle in an established waterfront community.

4114 Roberts Point Circle, Sarasota

7740 Sanderling Road, Sarasota
$8,000,000
Siesta Properties Inc SubDv. ⋅ 34242 Zip Code
An Extraordinary Gulf-Front Estate Opportunity There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, nearly one acre of pristine beachfront offers an exceptional canvas for a world-class custom residence in one of Florida's most exclusive coastal communities. Positioned along the sugar-white sands of Siesta Key, this rare Gulf-front homesite presents an unparalleled opportunity to design a private waterfront retreat with sweeping panoramic views of the Gulf of Mexico, spectacular year-round sunsets, and direct access to one of the world's most celebrated beaches. With expansive frontage and generous dimensions, the property invites limitless architectural possibilities—from a contemporary coastal masterpiece to a timeless estate designed for generations to enjoy. Located within the prestigious Sanderling Club, this exceptional property enjoys the distinction of being part of Siesta Key's only private, gated Gulf-front community with 24-hour manned security. Originally envisioned by renowned Architect Paul Rudolph, Sarasota School of Architecture, Sanderling Club has long been recognized as one of Sarasota's most coveted residential enclaves, where privacy, natural beauty, and architectural excellence come together in a setting unlike any other on Florida's Gulf Coast. Residents enjoy an exclusive collection of amenities, including a private beachfront clubhouse overlooking the Gulf, tennis and pickleball courts, a marina with boating access to Sarasota Bay, scenic nature canopy roads , and beautifully maintained grounds that preserve the community's tranquil coastal character. The neighborhood's low density and commitment to preserving its natural environment have made Sanderling Club one of the region's most enduring luxury addresses. Beyond the gates, Siesta Key offers an internationally acclaimed lifestyle defined by its powder-soft quartz beaches, turquoise Gulf waters, and relaxed sophistication. From waterfront dining and boutique shopping in Siesta Key Village to boating, paddleboarding, fishing, and endless days on the water, the island offers an effortless blend of recreation and refinement. Just minutes away, downtown Sarasota provides a vibrant cultural scene that rivals much larger metropolitan destinations. Residents enjoy world-class performing arts, acclaimed restaurants, private clubs, championship golf, luxury shopping, art galleries, marinas, and exceptional healthcare. From evenings at the Sarasota Opera or the Van Wezel Performing Arts Hall to waterfront dining at Marina Jack and shopping at St. Armands Circle, Sarasota continues to rank among the nation's premier luxury lifestyle destinations. Large Gulf-front homesites of this caliber have become exceedingly rare. Combining nearly an acre of buildable beachfront, extraordinary privacy, direct Gulf frontage, and the prestige of Sanderling Club, 7740 Sanderling Road represents an opportunity to create an iconic waterfront estate in one of the most desirable addresses on Florida's Gulf Coast. This is more than a homesite—it is the foundation for a legacy. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only And Not Included In The Sale Price. Building Price Is Available On Request.

7740 Sanderling Road, Sarasota

7723 Sanderling Road, Sarasota
$1,845,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
Positioned on nearly an acre within the prestigious, guard-gated enclave of The Sanderling Club on Siesta Key, this exceptional waterfront homesite presents a rare opportunity to create a custom coastal estate in one of Sarasota’s most coveted communities. With over 180 feet of frontage on Heron Lagoon and the Gulf across the street, expansive water views and sunsets are everywhere creating the idyllic setting for a remarkable new residence designed to embrace Sarasota’s year-round outdoor lifestyle. The generous dimensions and waterfront setting provide the flexibility to envision everything from a contemporary architectural statement to a timeless island-inspired retreat. Residents of The Sanderling Club enjoy an unmatched lifestyle defined by privacy, security, and exclusive amenities, including a private marina, deeded beach access, 24-hour guard-gated entry, tennis, pickleball, and a casual Gulf front clubhouse. Just moments away, Siesta Key Beach, consistently ranked among America’s finest beaches and currently No. 1 by TripAdvisor, is renowned for its powder-soft quartz sand, turquoise Gulf waters, and unforgettable sunsets. Nearby, Siesta Key Village offers a vibrant collection of restaurants, cafés, boutiques, live music, and island gathering spots, creating an atmosphere that is both relaxed and distinctly coastal. Combining the privacy of The Sanderling Club with convenient access to Siesta Key’s beaches, restaurants, boutiques, and coastal recreation, this exceptional homesite offers the opportunity to create a custom residence tailored to an unparalleled island lifestyle.

7723 Sanderling Road, Sarasota

7219 Pine Needle Road, Sarasota
$1,100,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
Tucked beneath a canopy of mature trees in the prestigious Sanderling Club, this exceptional waterfront homesite presents a rare opportunity to own in one of Siesta Key's most established and coveted Gulf-front communities. Encompassing more than half an acre, the property offers 152 feet of frontage on tranquil Heron Lagoon, creating a peaceful natural setting for kayaking, paddleboarding, canoeing, fishing and enjoying Florida's coastal wildlife from your own backyard. The Sanderling Club is Siesta Key's original guard-gated community, renowned for its privacy, natural beauty, large homesites and timeless Old Florida character. Residents enjoy exclusive access to a private Gulf-front beach, where uncrowded, spectacular sunsets become part of everyday life. A distinctive feature of the community is its resident marina, where boat slips may be rented by homeowners, providing direct access to Sarasota Bay, the Intracoastal Waterway and the Gulf of Mexico. It is an increasingly rare convenience that allows residents to enjoy an active boating lifestyle without the expense and maintenance of private dock ownership. The Sanderling Club is also entering an exciting new chapter, with thoughtfully reimagined community gathering spaces designed to create even more opportunities for neighbors and friends to connect while preserving the beauty, character and sense of place that have long defined this treasured neighborhood. Just beyond the gates, residents enjoy easy access to the world-renowned quartz sands of Siesta Beach, the boutiques and restaurants of Siesta Village and the vibrant arts and cultural attractions of downtown Sarasota, including theater, opera, ballet, galleries and museums. One of the few remaining opportunities to create a custom waterfront residence in this remarkable community, this homesite offers the setting, privacy and lifestyle that are increasingly difficult to find on Siesta Key. Offered by a motivated seller, this is an exceptional opportunity to secure your place in one of Sarasota's most treasured coastal communities.

7219 Pine Needle Road, Sarasota

7825 Sanderling Road, Sarasota
$2,795,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Discover a rare opportunity to build your dream estate within The Sanderling Club - Siesta Key’s premier and exclusive Gulf-front community known for its natural beauty, serenity, and unmatched coastal lifestyle. Set on 1.13 private acres overlooking the tranquil waters of Heron Lagoon, this cleared and ready-to-build homesite offers the perfect canvas to bring your architectural vision to life in a setting defined by timeless coastal elegance, Old Florida charm, and tropical surroundings - a true slice of paradise! Offering a rare amount of privacy, the property features no neighboring home on the left-hand side, creating an exceptionally secluded and peaceful setting. This expansive lot offers endless possibilities to create a one-of-a-kind residence tailored to your lifestyle. Stretching along the peaceful shoreline of Heron Lagoon, the setting is surrounded by calm water views, lush tropical scenery, and incredible natural beauty. Enjoy kayaking, paddleboarding, canoeing, fishing, birdwatching, or simply relaxing by the water while taking in the tranquil surroundings that make this opportunity so extraordinary. The Sanderling Club combines the beauty of Siesta Key’s coastal living with the privacy and security of an exclusive gated community. Residents enjoy private Gulf-front beach access where breathtaking sunsets over the Gulf of Mexico become part of everyday life, along with new Har-Tru tennis courts, pickleball courts, playground, marina access, and 24-hour staffed security. Boat slips, when available, provide direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico via the recently reopened Midnight Pass - a boater’s paradise. The community’s historic clubhouse is also entering an exciting new chapter, with newly released renderings envisioning a reimagined waterfront gathering space designed to further elevate The Sanderling Club lifestyle. Near Siesta Key’s world-renowned quartz sand beaches, Siesta Village, boutique shopping, fine dining, and Downtown Sarasota’s celebrated arts and cultural scene, this is an invitation to create your dream home in one of Florida’s most sought-after coastal destinations.

7825 Sanderling Road, Sarasota

Roberts Point Road, Sarasota
$2,850,000
Roberts Point SubDv. ⋅ 34242 Zip Code
Positioned on one of Siesta Key’s most iconic and sought-after residential streets, this extraordinary property presents a rare opportunity to create a custom coastal estate in the heart of one of America’s most celebrated beach destinations. Encompassing approximately 0.59 acres, the property offers 55 feet of waterfront frontage on Hansen Bayou, complete with a private dock and boat lift, creating an exceptional setting for boating, kayaking, paddleboarding and effortless access to Sarasota’s sparkling waterways. Set along a private, tree-lined street on the coveted north end of Siesta Key, the property captures the essence of relaxed yet refined island living. Just moments away, Siesta Key’s world-renowned shoreline, celebrated for its powder-soft quartz sand and consistently ranked among the nation’s top beaches, offers the quintessential Gulf Coast lifestyle buyers travel from around the world to experience. From morning walks along turquoise waters to sunset dinners overlooking the Gulf, this is a location designed around everyday luxury and unforgettable coastal living. The expansive homesite provides the flexibility and scale to design and build a truly remarkable dream residence tailored to your vision, whether a modern coastal retreat, timeless island-inspired estate or multi-generational waterfront compound. With four platted lots already in place, the property also presents unique development potential rarely found on Siesta Key. Ideally located near the Siesta Key North Bridge, the property offers convenient access to downtown Sarasota, St. Armands Circle, Southside Village and Sarasota’s renowned arts, dining and cultural scene while still maintaining the privacy and serenity that define north Siesta Key living. This is more than a homesite, it is an opportunity to build a legacy property in one of Florida’s most coveted waterfront communities.

Roberts Point Road, Sarasota

7340 Pine Needle Road, Sarasota
$1,495,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
Nestled within The Sanderling Club on South Siesta Key, this exceptional homesite offers a rare opportunity to create a private coastal estate in one of Sarasota’s most coveted and exclusive communities. Set on nearly one acre, with an extraordinary 400 feet of waterfront along Heron Lagoon, the property provides a breathtaking natural backdrop defined by tranquility, privacy, and unspoiled beauty. Fully cleared and ready for construction, this expansive parcel is a blank canvas for your vision—whether you’re dreaming of a modern coastal retreat or a timeless island-inspired residence. With plans available from Yoder Homes, you have the unique advantage of accelerating the building process while still tailoring finishes and design details to your personal style. The ability to move forward with a proven, high-end design concept allows you to get ahead—saving valuable time while ensuring a refined, luxury outcome. The setting itself is equally compelling. Positioned just moments from the Sanderling Club’s private beach access, residents enjoy the best of both worlds—peaceful lagoon-front living paired with easy access to Siesta Key’s world-renowned Gulf beaches. Imagine evenings spent taking in vibrant sunsets over the water, or mornings surrounded by lush natural landscapes and coastal breezes. This is more than just a homesite—it’s an opportunity to design and build a legacy property in a community known for its privacy, natural beauty, and timeless appeal. With its premier location, expansive lot size, and endless possibilities for customization, this offering represents one of the most compelling land opportunities on South Siesta Key. Create your vision. Build your dream. Live exceptionally.

7340 Pine Needle Road, Sarasota

5448 Azure Way, Sarasota
$1,600,000
Siesta Isles SubDv. ⋅ 34242 Zip Code
This property checks all the boxes for a fabulous Siesta Key residence: Close to the beach, boat lift in the back, newly raised seawall, and a quiet cul-de-sac. This exceptional waterfront homesite sits in the heart of Siesta Key, one of Florida’s most sought-after coastal destinations. It offers a rare opportunity to build your custom dream home in a serene, prestigious setting where world-class beach access, effortless boating, and exceptional privacy come together perfectly. Nestled on a quiet, no-through-traffic cul-de-sac in the exclusive Siesta Isles enclave, the property enjoys a coveted island-within-an-island feel that delivers tranquility while remaining conveniently located. Just a 5-minute walk or drive away lies world-famous Siesta Key Beach with its renowned powdery quartz sand. Boating enthusiasts will love the direct deep-water access, complete with a private dock and a recently updated (2022) 10,000-pound boat lift. From here, you can cruise easily into the Intracoastal Waterway and the Gulf of Mexico, passing only one bridge at Midnight Pass. The lot features a substantially raised seawall recently elevated an additional 24 inches to an approximate elevation of 5-feet, which is significantly higher than most nearby seawalls. This provides enhanced protection and peace of mind for the new owner. Additional waterfront amenities include concrete steps, a spacious deck, and a convenient water access ladder. A capped freshwater irrigation well is also in place for easy landscaping maintenance. This build-ready property comes with submitted architectural plans for a stunning nearly 4,000 square foot 4-bedroom, 4-bath custom home featuring an impressive master suite, private elevator, and pool. Buyers can choose to use these existing plans and continue working with the current architect, or create something entirely their own. The generous lot offers approximately over 15,000 square feet (per architectural calculations), providing ample space for your vision. You’ll also enjoy convenient proximity to world-class shopping, dining, and cultural attractions in nearby Sarasota.This is a rare blend of luxury, lifestyle, and long-term value. Build your dream coastal retreat where every day feels like a vacation — in one of the most desirable waterfront locations on Siesta Key.

5448 Azure Way, Sarasota

114 Island Circle, Sarasota
$1,375,000
Sarasota Beach SubDv. ⋅ 34242 Zip Code
A rare opportunity to secure a true waterfront estate-sized homesite in the highly sought-after Palm Island enclave of Siesta Key. Located at the end of a quiet loop on Island Circle, this oversized 15,500 square foot pie-shaped double lot offers an exceptional 180+ feet of water frontage, creating a private, expansive setting rarely found this close to the beach. Surrounded by lush natural mangroves and multimillion-dollar residences, this property delivers the perfect balance of privacy, exclusivity, and direct boating access. A standout feature of the property is the grandfathered in 20x24 dock, significantly larger than what current regulations allow. Paired with a 14,000-pound boat lift and existing water and electric connections, for boating enthusiasts, this is not just a convenience, it’s a major asset that cannot be replicated today. This homesite offers a strong foundation for new construction and the opportunity to design and build a custom waterfront estate tailored to your vision. The lot’s unique shape and size allow for a larger footprint, creative architectural design, and maximization of water views. Palm Island is one of Siesta Key’s best kept secrets, an intimate community of fewer than 140 homes known for its quiet streets, limited traffic, and strong sense of privacy and community. The property is ideally positioned across from a small community green space and just minutes from the world-renowned Siesta Key Beach, consistently ranked among the top beaches in the United States. Whether you are looking to build a full-time residence, a seasonal retreat, or a long-term investment property, this lot presents a rare combination of size, location, waterfront access, and redevelopment potential that is becoming increasingly difficult to find on Siesta Key. Opportunities like this are limited, especially with irreplaceable features like this dock and water frontage.

114 Island Circle, Sarasota

1267 Starboard Lane, Sarasota
$2,750,000
Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code
A rare opportunity on Siesta Key’s Little Sarasota Bay. Positioned at the end of a quiet street in the established Midnight Harbor neighborhood, this 0.45-acre bayfront lot offers 287 feet of water frontage, approximately 92 feet along the bay and 195 feet along a protected saltwater canal, creating water on two sides and expansive open water views. The property is being offered for land value and presents an exceptional canvas for a new custom bayfront estate. The existing structure is not being marketed for renovation, allowing a buyer or builder to focus fully on designing a residence that maximizes the site’s orientation, water views and waterfront lifestyle potential. The bayside seawall was replaced in 2014, along with 20 feet of canal seawall. The protected canal frontage provides practical boating access with sailboat water and no fixed bridges, allowing direct navigation to the Intracoastal Waterway and Gulf beyond. The depth of the lot and the dual water exposure create compelling opportunities for architectural design, outdoor living spaces and waterfront amenities. The site is enhanced by mature coastal trees that contribute character and scale, elements often absent in newly created waterfront parcels. With nearly half an acre and substantial waterfront exposure, the property offers the scale required for a significant new coastal residence designed to modern building standards and elevated construction. Just minutes from Siesta Beach and offering convenient access to the mainland via the Stickney Point Bridge, the setting combines island privacy with proximity to Sarasota’s dining, cultural and entertainment districts. Waterfront redevelopment opportunities with this amount of bay and canal frontage on Siesta Key are increasingly limited, making this property a compelling investment for a builder, developer or buyer seeking to create a legacy waterfront home.

1267 Starboard Lane, Sarasota

3550 Bayou Louise Lane, Sarasota
$5,550,000
Siesta Rev SubDv. ⋅ 34242 Zip Code
Gorgeous waterfront property offering sweeping views from Big Pass to Bayou Louise. Rarely available, one of only 10 properties with water access on the east and west, sitting on the coveted north end of Siesta Key, this exceptional parcel features 175 feet of water frontage and spans over three quarters of an acre. A property of this caliber is a rarity—don’t miss the chance to build your legacy on Sarasota’s most exclusive shoreline. With unobstructed access to both Sarasota Bay and the Gulf, this is a premier setting for boating enthusiasts seeking effortless days of fishing, cruising, or island hopping. The panoramic water views from this prestigious North Siesta Key location are truly remarkable, capturing the natural beauty of the coastline from sunrise to sunset. Large waterfront parcels of this scale and frontage are increasingly rare, offering both privacy and the opportunity to create a legacy estate in one of Sarasota’s most desirable coastal enclaves. Whether you envision designing a custom waterfront retreat tailored to your lifestyle or securing a prime land investment for the future, this property presents exceptional flexibility. The lot is available as vacant land (MLS #A4682294) or as a residential offering (MLS #A4682295) featuring a proposed custom home designed by award winning Konstant Architecture (plans complete and available). Buyers may purchase the land independently or move forward with a luxury designed new construction project with plans and permitting already in place. Located just moments from the beach, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene, this property delivers an extraordinary opportunity to create your own Siesta Key masterpiece.

3550 Bayou Louise Lane, Sarasota

1221 S Basin Lane, Sarasota
$1,800,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
Extraordinary boating water building opportunity on Siesta Key. Discover an exceptional waterfront offering in one of Siesta Key’s desired enclaves. Ideally just 3 lots from Sarasota Bay, no bridges to the bay, this nearly one-half-acre property presents a rare opportunity to create a custom luxury waterfront estate in a premier coastal setting. Designed for boating enthusiasts, the property offers direct access to Sarasota Bay, the Intracoastal Waterway and Gulf of Mexico via the recently reopened Midnight Pass, an increasingly prized advantage for those who value seamless navigation and an authentic waterfront lifestyle. Outside the gates, yet part of the prestigious Sanderling Club community, ownership includes the option to enjoy a serene, understated lifestyle with access to social events and a private community beach. Evenings are crowned by unforgettable Gulf sunsets, where the sky transforms into a canvas of color, an experience that defines life on Siesta Key. Ideally near Siesta Key’s world-renowned quartz-sand beaches, Turtle Beach, and the dining and boutiques of Siesta Village and South Village, this property also offers convenient access to downtown Sarasota’s rich cultural scene, including theater, ballet, opera, museums and galleries. More than a homesite, this is an invitation to design a legacy waterfront residence that embraces the beauty, boating access and enduring appeal of Siesta Key living.

1221 S Basin Lane, Sarasota

7676 Midnight Pass Road, Sarasota
$800,000
Siesta Key SubDv. ⋅ 34242 Zip Code
An extraordinary opportunity awaits to create your own private waterfront oasis on world-renowned Siesta Key. Located at 7676 Midnight Pass Road, this expansive 0.43-acre cleared and level lot offers the ideal canvas for a custom coastal retreat that embodies tranquility, luxury, and the essence of island living. Positioned along the serene waters of Heron Lagoon, the property features approximately 111 feet of peaceful, protected waterfront—perfect for designing your own dock for kayaking, paddleboarding, or simply enjoying the beautiful views of the lagoon. The setting is quiet, secluded, and immersed in natural beauty, delivering a true sense of sanctuary. All just moments away from the dazzling white sands of Siesta Key Beach, consistently ranked the #1 beach in the United States for its powder-soft quartz sand, vibrant turquoise waters, and breathtaking sunsets. Here, you are close enough to stroll or bike to the shoreline yet tucked away in your own world of serene waterfront living. The lot is cleared, spacious, and ready to build, with utilities already available—offering a seamless start to designing your dream coastal estate without the delays of demolition or site preparation. This is truly a rare chance to craft your own slice of paradise on one of Florida’s most coveted barrier islands. Do not miss the opportunity to transform this exceptional property into the Siesta Key retreat you’ve always imagined.

7676 Midnight Pass Road, Sarasota

7401-A Midnight Pass Road Unit A, Sarasota
$1,190,000
34242 Zip Code
….. One Acre of Siesta Key vacant land is almost impossible to find! Here it is, your gateway; the ideal canvas for your dream property, a homesite simply unique in its size and its location, offered at an exceptional price. This rare piece of land is just 0.7 miles south of Stickney Point bridge, across from the renowned Sanderling Club. With 175 ft of street frontage and a depth of 244 ft along Port Lane, this expansive parcel (± 1 Acre/42,677sq ft) gives you a generous building footprint, the coveted opportunity of privacy, of serenity in the middle of it all. Build your custom dream home and still have plenty of room to design your private driveway and your tropical Florida yard. Bonus: Easement with Bay/Dock access. Once the easement is cleared you can take a short stroll to your private dock which extends 235 ft into the bay waters and at this point is capable of docking jet skis, and kayaks. From there you are just a short ride away from the blue waters of the Gulf. You will enjoy how much ‘Little Sarasota Bay’ is Loving Life since Midnight Pass opened naturally, boasting a visible improvement of water clarity & marine life. Not to forget that All of Siesta Key is right at your front door, the famous powdery Beaches, Crescent & Point of Rocks beach, Turtle Beach, its vibrant villages with its shops, Bars & Restaurants. Take this great opportunity to build your private Siesta retreat, Custom builders in the area are well-versed in designing elevated, contemporary, and Key West–inspired homes to complement this exceptional setting. Bay and/or Gulf Views possible depending on design of home. Call today for a showing and additional information. Lot features: lot has not been cleared, property is populated with Palm Trees & some Australian Pine clumps, typical Florida underbrush, no elevation change throughout this parcel, no wetland. Survey, Topographic map and Soil Test are available.

7401-A Midnight Pass Road Unit A, Sarasota

7247 Turnstone Road, Sarasota
$1,190,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
Welcome to an extraordinary opportunity within the Sanderling Club, one of Siesta Key’s most prestigious and renowned gated communities. Nestled along the coveted Gulf of Mexico coastline, this enclave is celebrated for its unrivaled privacy, beautiful natural old Florida lanes, and rare beach-to-bay access giving a lifestyle few communities can offer.This nearly one-acre homesite is truly one of the best opportunities in Sarasota to build an unbelievable estate in a world-class neighborhood. Opportunities of this caliber on Siesta Key are exceptionally rare, making this property a remarkable find for those seeking to create a legacy home. Adding to its value, the property also conveys with 1/9th ownership of a separate lot across the lagoon, providing even more unique benefits and future possibilities. Life in the Sanderling Club is as rich as it is relaxing. Residents enjoy exclusive access to a private, sugar-sand beach offering some of the most breathtaking sunset views on Siesta Key, along with a bayfront marina providing direct sailboat access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. The community fosters year-round activities and social events, all while preserving the timeless charm of an Old Florida setting. Enhancing this lifestyle, residents can look forward to a brand-new private clubhouse currently being designed, future beachside cabanas, and the enjoyment of tennis courts, making the Sanderling Club one of the most desirable and dynamic communities on the island. Beyond the gates, you’re just minutes from the world-famous quartz sands of Siesta Beach, the charm of the South Siesta Village, the boutiques and dining of the north Siesta Village, and a short drive to downtown Sarasota’s vibrant arts and cultural scene, featuring award-winning restaurants, theaters, ballet, opera, galleries, and museums. Whether envisioning a modern coastal retreat or a timeless island estate, this homesite offers the perfect canvas in a community where natural beauty, exclusivity, and lifestyle converge.

7247 Turnstone Road, Sarasota

7233 Midnight Pass Road, Sarasota
$2,750,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
LIVE, BOAT, PARK while you build your waterfront dream home. ONLY waterfront lot on Siesta Key with Current 2/1 ADU and 3-car garage on property! Premiere boating/waterfront lot opportunity in Sanderling Neighborhood. A rare chance to own one of the most sought-after lots in Sanderling. This private, fenced, waterfront retreat is located directly across from the neighborhood’s gated entrance, nestled in a serene basin leading to the Intracoastal Waterway. Extensive upgrades allow the future owner to enjoy the property immediately or stay on-site while building a custom beach home. Current ADU on property is offered Turnkey Furnished! Direct Waterfront Access ~150 ft of frontage along a private canal connected to the Intracoastal. Shared with only 5 neighboring Sanderling homes for enhanced privacy and exclusivity. New Garage & Apartment (2024) Two-story, block construction featuring a 1,100 sq ft 2BR/1Bath apartment with full kitchen above an oversized 3-car garage—perfect for storing vehicles, kayaks, golf carts, and more. Expansive Lot ±0.6 acre (25,553 sq ft) fenced lot with over 240 ft of frontage. Adjacent to HOA-owned land for added space, privacy, and mature vegetation—lives "like" a 1+ acre compound. Dock & Boat Lift Brand-new dock with a 10,000 lb. lift, ready for Gulf Coast boating and fishing. A 28 ft Scout boat (optional) currently sits on the lift and can be offered under a separate bill of sale. Build-Ready & Custom Plans Available. Lot is fully cleared and prepped for a custom-designed coastal contemporary home (3,300 sq ft, 3BR + Den, 4.5 Bath, pool, lanai, and more). New Build House Plans available or you can work with local Sarasota architects to tailor your dream design. Living in Sanderling means more than simply owning a piece of paradise. The neighborhood offers a suite of exclusive amenities designed for relaxation, recreation, and connection. Residents enjoy exclusive access to the soon to be newly updated Sanderling Beach Club and existing tennis & pickleball Courts: Whether you are an avid player or simply enjoy a casual match with friends, well-maintained courts are available for your enjoyment. This property stands alone in its exceptional array of features and amenities.

7233 Midnight Pass Road, Sarasota

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